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Vacation rentals in Clearwater

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Top-rated vacation rentals in Clearwater

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Guest favorite
A vibrant sunset paints the sky in warm hues of orange and yellow, as the sun sinks below the horizon over a tranquil ocean. The image conveys a serene coastal atmosphere, resonating with the proximity to nearby beaches.
Guesthouse in Clearwater
4.9 out of 5 average rating, 420 reviews

Minutes to Beaches w/King Bed Private Updated

This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

Superhost
The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.
Home in Clearwater
4.92 out of 5 average rating, 139 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 183 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's w/ Sling & Roku. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Top guest favorite
Condo in Clearwater
4.97 out of 5 average rating, 132 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.99 out of 5 average rating, 143 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favorite
A bright and airy living room features a large, blue sectional couch adorned with decorative pillows. A flat-screen TV is mounted on a stone accent wall, while natural light filters in through sheer white curtains. A wooden coffee table displays a small decorative tray.
Home in Clearwater
4.94 out of 5 average rating, 120 reviews

Best Location in Clw! Near Beach & Saltwater Pool!

PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

Top guest favorite
A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.
Cottage in Indian Shores
4.97 out of 5 average rating, 174 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Guest favorite
A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.
Home in Clearwater
4.97 out of 5 average rating, 159 reviews

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Welcome to The Merry Mint! A family & pet friendly 2/1 oasis located 4mi from the #1 beach in America; Clearwater This colorful & whimsical property is just minutes from grocery, 5 star restaurants, & every convenience. Only a short drive to the beach! Or stay in & enjoy: ★ 24x12 Pool w/LED multicolor pool light ★ 34X18 Pool Deck ★ Loungers ★ 16x20 Grill Deck ★ Fire-Pit w/grill grate ★ Yard Games (regulation corn hole, jenga, connect four, etc) ★ BBQ Grill ★ string lights

Top guest favorite
The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.
Home in Oldsmar
5 out of 5 average rating, 146 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Top guest favorite
A spacious pool area features a large, inviting blue pool surrounded by lounge chairs and palm trees. A hot tub is situated near the pool, with umbrellas providing shade. The buildings of the gated community are visible in the background.
Condo in Clearwater
4.99 out of 5 average rating, 108 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Guest favorite
A modern bedroom features a spacious bed with grey upholstery and decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Framed artwork hangs above the bed, and a stylish table is placed nearby, accentuated by a small plant.
Guest suite in Clearwater
4.91 out of 5 average rating, 238 reviews

Home away from home!

This 1 bedroom guest house in Clearwater, is truly a fantastic retreat. Feel at home with all the amenities. Great location, safe surroundings, fenced private courtyard for smoking, 5 miles from Clearwater beach. Affordable, queen bed, kitchen, shower, Netflix, free driveway parking on premise. Thoroughly cleaned after every guest check out. Come and enjoy in this beautiful city.

Top guest favorite
A cozy interior space is highlighted by light wood paneling and textured wall decor. A comfortable bed with dark bedding is positioned near a wooden accent wall, featuring a mounted television. Natural light fills the room through a nearby window, enhancing the inviting atmosphere.
Guesthouse in Safety Harbor
4.93 out of 5 average rating, 288 reviews

Tiny House Oasis | Best Location | Outdoor Shower

Despite its size, this tiny home has all you need! This ideal and quiet space is located in downtown Safety Harbor literally around the corner from Main Street. This light, private and airy gem comes completely equipped to hang out for a while. See what all the tiny home excitement is about! Now with new AC mini split for quieter and more comfortable air.

Popular amenities for Clearwater vacation rentals

Beachfront
Self check-in
Gym
BBQ grill
Laptop-friendly workspace

Stay near Clearwater's top sights

Clearwater Beach

1,927 locals recommend

Clearwater Marine Aquarium

1,037 locals recommend

Caladesi Island State Park

200 locals recommend

Clearwater beach vacation rentals

Top guest favorite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Condo in Indian Shores
4.97 out of 5 average rating, 105 reviews

Relax in a Newly Renovated Beach Front Paradise

Top guest favorite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Condo in Madeira Beach
4.99 out of 5 average rating, 210 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

Top guest favorite
A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.
Bungalow in Indian Shores
4.96 out of 5 average rating, 165 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Guest favorite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.95 out of 5 average rating, 126 reviews

Tropical Beachfront Penthouse-Beach Cottages

Top guest favorite
A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.
Apartment in Independence Square
4.96 out of 5 average rating, 175 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Superhost
A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.
Condo in Clearwater Beach
4.9 out of 5 average rating, 397 reviews

Amazing views on beachfront

Top guest favorite
A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.
Bungalow in Indian Shores
4.93 out of 5 average rating, 272 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

Top guest favorite
Condo in Sunset Beach
4.95 out of 5 average rating, 142 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Other great vacation rentals in Clearwater

Top guest favorite
Home in Largo
4.96 out of 5 average rating, 136 reviews

Stars by the Sea - Cozy home close to beaches

Top guest favorite
A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.
Condo in Clearwater
5 out of 5 average rating, 49 reviews

Wonderful Condo at Avalon - Fully Renovated

Guest favorite
Place to stay in Clearwater
5 out of 5 average rating, 16 reviews

Perfect getaway

Top guest favorite
A well-lit living area features a comfortable sofa with decorative pillows, a cozy bed with patterned bedding, and a modern kitchenette equipped with stainless steel appliances. Large sliding doors provide access to an outdoor patio, enhancing the space's openness.
Guesthouse in Clearwater
4.97 out of 5 average rating, 39 reviews

Cozy In-Law Suite Near Beach

Top guest favorite
An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.
Guesthouse in Dunedin
4.96 out of 5 average rating, 190 reviews

Tiki Hut Cottage

Guest favorite
Home in Clearwater
4.9 out of 5 average rating, 113 reviews

Clearwater Escape • Pool • Spa • Pet Friendly

Top guest favorite
A bright and airy kitchen and living area are visible, featuring white cabinetry and modern stainless steel appliances. A cozy sectional sofa is positioned near a window, while a subtle area rug adds warmth to the space. A flat-screen television is mounted on the wall, enhancing the functional layout.
Guesthouse in Clearwater
5 out of 5 average rating, 30 reviews

New private guesthouse walk to downtown Dunedin

Top guest favorite
A private pool area is presented with inviting waters and various colorful floaties arranged on the surface. The pool is bordered by a spacious deck, featuring outdoor seating. Views of a serene body of water and lush greenery are visible in the background.
Home in Clearwater
4.97 out of 5 average rating, 37 reviews

Paradise Point Home in Clearwater-5 miles to beach

When is the best time to visit Clearwater?

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All about Clearwater

Sitting on Florida’s Gulf Coast, just 20 miles northwest of Tampa, Clearwater is a blend of small beachside town and metropolitan hotspot. Here you can bask in the sun on the sugar-white sand beaches while boats bob in the Clearwater Harbor Marina. Along the Beach Walk promenade flagged by mangrove trees, five-star restaurants bump elbows with casual beachside seafood eateries, featuring local specialties like freshly caught stone crab or grouper sandwiches. In the evening Pier 60 holds a nightly sunset festival, where vendors set up stalls and street performers show off their music, magic, and more.

Caladesi Island State Park, which can be reached by ferry, offers miles of hiking or biking trails and the chance to kayak over the crystal clear waters of the gulf. This pristine island is home to several natural habitats that are crucial to the survival of native plant and animal species.

What are the top things to do in Clearwater?

Sand Key Bridge

The views from this concrete bridge connecting Clearwater with the more secluded Sand Key Park make Sand Key Bridge worth visiting. On one side of the walking path is the beautiful Clearwater skyline, with shimmering glass skyscrapers reflecting the waters of the Gulf. Opposite that are the swaying mangrove trees, salt marshes, and white sand beaches of Sand Key Park, where you can take a quiet stroll through the park’s trails.

Clearwater Dolphins Trail

During your visit to Clearwater, keep a lookout for colorful life-sized dolphin statues. This collaborative art project sponsored by the city comprises more than 120 dolphins designed and created by local artists. The dolphins are made of glass, ceramic, and fiber art, and they are hidden all throughout the city.

Moccasin Lake State Park

This 51-acre nature preserve is an exhibition of the plant and wildlife native to Clearwater Beach, like peacocks, gopher turtles, and birds of prey. Explore miles of trails and boardwalks that pass over gentle streams in the shade of massive oak trees. The preserve is also a rehabilitation center for birds of prey, like the iconic Bald Eagle.

Frequently Asked Questions

  • How is the weather in Clearwater?

    Clearwater experiences a humid subtropical climate. Summers, from June to September, are hot and humid with temperatures around 90°F (32°C). Winters, from December to February, are mild, with average temperatures around 70°F (21°C). The city has plenty of sunshine year-round, hence its name.

  • What are some of the best things to do in Clearwater?

    Clearwater is known for its sun-drenched beaches, and travelers often enjoy unwinding on the soft sands of Clearwater Beach. For nature enthusiasts, exploring the trails of Moccasin Lake Nature Park is a popular activity. A visit to the Clearwater Marine Aquarium to learn about marine life rescue is also frequently suggested.

  • What is the best time of year to visit Clearwater?

    The most popular time to visit Clearwater is from February to May when the weather is warm, around 70°F to 80°F (21°C to 27°C), and the city hosts several local events, including the vibrant Pier 60 Sugar Sand Festival in April and the Clearwater Sea-Blues Festival in February.

  • What are the best places to stay in Clearwater?

    Island Estates is a popular area for its waterfront properties and proximity to Clearwater Marine Aquarium. Downtown Clearwater is also frequently suggested for its bustling culture and nightlife. For those looking for a beachfront location, Clearwater Beach is often recommended.

  • What are the best places to visit in Clearwater?

    The most popular places to visit in Clearwater include the Clearwater Marine Aquarium, home to rescued marine life, and the long, sandy Clearwater Beach. The vibrant Pier 60, known for its sunset celebrations, and the tranquil Moccasin Lake Nature Park are also frequently suggested.

  • What are some hiking trails in Clearwater?

    For those keen on exploring outdoors, Clearwater has a number of trails such as the 60-mile (97 km) Pinellas Trail, perfect for biking and walking. The Cliff Stephens Park offers a scenic trail around a lake, while the Moccasin Lake Nature Park has a variety of short trails through diverse ecosystems.

  • What are some family activities to do in Clearwater?

    Families in Clearwater can explore the captivating marine life at the Clearwater Marine Aquarium, experience interactive exhibits at the Great Explorations Children's Museum, or spend a day at the Splash Harbour Water Park. They can also enjoy building sandcastles and playing beach games at Clearwater Beach.

  • What are some of the best day trip ideas in Clearwater?

    For day trips from Clearwater, consider a visit to the vibrant city of Tampa, just 23 miles (37 km) east, or the charming city of St. Petersburg, 19 miles (30 km) to the southeast. A boat trip to Caladesi Island State Park for unspoiled beaches and nature trails is also a popular choice.

  • Are there vacation rentals with a dedicated workspace in Clearwater?

    Yes! Work meets play with ease at over 1,600 vacation rentals in Clearwater featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in villa rentals in Clearwater?

    Experience the best of Clearwater with our villa rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Clearwater?

    Four-legged friends are welcome in Clearwater. Choose from more than 990 vacation rentals for guests traveling with pets.

  • Are there Clearwater apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 480 apartment rentals with pools in Clearwater, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Clearwater have a gym?

    Absolutely! We offer over 100 apartment rentals with a gym in Clearwater. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Clearwater have self check-in?

    Absolutely! We offer over 10 bungalow rentals with self check-in in Clearwater. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Clearwater have a bbq area?

    Absolutely! We offer over 290 house rentals with a bbq area in Clearwater. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Clearwater?

    Clearwater has more than 350 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Clearwater

  • Total vacation rentals

    Explore 3,130 vacation rentals in Clearwater

  • Nightly prices starting at

    Clearwater vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 135,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,730 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,020 rentals that welcome pets

  • Vacation rentals with a pool

    1,900 properties feature pools

  • Rentals with dedicated workspaces

    1,680 properties have a dedicated workspace

  • Wi-Fi availability

    3,080 of Clearwater vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in, and Gym across Clearwater rentals

  • 4.8 Average rating

    Clearwater stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12

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